Mountain biking adventures lead to refreshing dips in the seasonal outdoor pool, complete with luxurious loungers and cocktail service. After swimming, guests retreat to the spa for hydrotherapy or explore the private beach just steps away.
Mountain biking adventures lead to refreshing dips in the seasonal outdoor pool, complete with luxurious loungers and cocktail service. After swimming, guests retreat to the spa for hydrotherapy or explore the private beach just steps away.
Swim laps in the seasonal outdoor pool followed by handcrafted cocktails at the poolside bar. After exploring hiking trails on rental bicycles, guests can indulge in massage services before retiring to premium bedding.
Swim laps in the seasonal outdoor pool followed by handcrafted cocktails at the poolside bar. After exploring hiking trails on rental bicycles, guests can indulge in massage services before retiring to premium bedding.
Cyclists and swimmers rejoice at this spotless bed & breakfast offering free bicycle rentals and a sparkling seasonal pool open May through September. Garden views and picnic areas complete the tranquil summer sanctuary.
Cyclists and swimmers rejoice at this spotless bed & breakfast offering free bicycle rentals and a sparkling seasonal pool open May through September. Garden views and picnic areas complete the tranquil summer sanctuary.
Poolside paradise awaits at this oceanfront haven where swimmers enjoy refreshing dips while gazing at the sea. Beyond the crystalline waters, guests appreciate beach service, bicycles for coastal exploration, and evening relaxation around the welcoming firepit.
Poolside paradise awaits at this oceanfront haven where swimmers enjoy refreshing dips while gazing at the sea. Beyond the crystalline waters, guests appreciate beach service, bicycles for coastal exploration, and evening relaxation around the welcoming firepit.
Pool loungers beckon sun worshippers at the pristine outdoor swimming area, complementing direct beach access with umbrella service. Active guests appreciate the on-site fitness center, sauna, and nearby hiking trails for balanced vacation days.
Pool loungers beckon sun worshippers at the pristine outdoor swimming area, complementing direct beach access with umbrella service. Active guests appreciate the on-site fitness center, sauna, and nearby hiking trails for balanced vacation days.
Poolside paradise awaits at this Hampton beach retreat where crystal waters sparkle under the sun. Guests rave about the immaculate grounds, attentive staff, and prime location—mere steps from town and shoreline adventures.
Poolside paradise awaits at this Hampton beach retreat where crystal waters sparkle under the sun. Guests rave about the immaculate grounds, attentive staff, and prime location—mere steps from town and shoreline adventures.
Splash into vacation mode at multiple swimming options including 2 outdoor pools and an indoor retreat. Beyond refreshing waters, adventurous travelers enjoy kayaking, sailing, and tennis before unwinding with poolside cocktails.
Splash into vacation mode at multiple swimming options including 2 outdoor pools and an indoor retreat. Beyond refreshing waters, adventurous travelers enjoy kayaking, sailing, and tennis before unwinding with poolside cocktails.
Aquatic relaxation awaits at the indoor swimming pool with comfortable loungers and soothing hot tub. Just steps away, the stunning beachfront beckons with sun loungers and umbrellas for a perfect coastal retreat.
Aquatic relaxation awaits at the indoor swimming pool with comfortable loungers and soothing hot tub. Just steps away, the stunning beachfront beckons with sun loungers and umbrellas for a perfect coastal retreat.
Refreshing dips in the seasonal outdoor pool create the perfect complement to beach days at this spotless retreat. Guests praise the immaculate grounds, comfortable loungers, and complimentary bicycles for exploring nearby coastal attractions.
Refreshing dips in the seasonal outdoor pool create the perfect complement to beach days at this spotless retreat. Guests praise the immaculate grounds, comfortable loungers, and complimentary bicycles for exploring nearby coastal attractions.
Dive into aquatic bliss at the seasonal outdoor pool, where summer relaxation awaits from May through October. Conveniently located near Montauk Point Lighthouse and walking distance to beaches, shops, and restaurants.
Dive into aquatic bliss at the seasonal outdoor pool, where summer relaxation awaits from May through October. Conveniently located near Montauk Point Lighthouse and walking distance to beaches, shops, and restaurants.
Poolside paradise awaits at this sparkling clean resort where the seasonal outdoor pool features free loungers and umbrellas. Freshly renovated rooms, beach amenities, and helpful staff complete this perfect Hamptons getaway.
Poolside paradise awaits at this sparkling clean resort where the seasonal outdoor pool features free loungers and umbrellas. Freshly renovated rooms, beach amenities, and helpful staff complete this perfect Hamptons getaway.
Dive into vacation mode at this beachfront Montauk retreat's seasonal outdoor pool, complete with loungers and umbrellas. Steps from the ocean with stunning views, the motel offers hiking trails, bicycle rentals, and a playground nearby.
Dive into vacation mode at this beachfront Montauk retreat's seasonal outdoor pool, complete with loungers and umbrellas. Steps from the ocean with stunning views, the motel offers hiking trails, bicycle rentals, and a playground nearby.
Saltwater pool paradise invites sunbathers to lounge with complimentary beach gear nearby. Summer swimming combines with Hamptons beach proximity, creating the perfect seasonal escape amid peaceful gardens and immaculate grounds.
Saltwater pool paradise invites sunbathers to lounge with complimentary beach gear nearby. Summer swimming combines with Hamptons beach proximity, creating the perfect seasonal escape amid peaceful gardens and immaculate grounds.
Splash into relaxation at the inviting seasonal pool, perfect for cooling off after a match on the outdoor tennis court. Sun-seekers delight in this spacious Culloden Shores motel, complete with barbecue grills and picnic areas for alfresco dining.
Splash into relaxation at the inviting seasonal pool, perfect for cooling off after a match on the outdoor tennis court. Sun-seekers delight in this spacious Culloden Shores motel, complete with barbecue grills and picnic areas for alfresco dining.
Splash into summer fun at the seasonal pool complete with comfy loungers and umbrellas from May to September. Steps from a gorgeous public beach, this motel provides bicycles to rent for exploring nearby hiking trails.
Splash into summer fun at the seasonal pool complete with comfy loungers and umbrellas from May to September. Steps from a gorgeous public beach, this motel provides bicycles to rent for exploring nearby hiking trails.
Seasonal outdoor pool creates the perfect summer oasis from June through September, complete with sun loungers and umbrellas for maximum relaxation. Immaculately clean rooms with private decks complement this charming retreat near hiking trails.
Seasonal outdoor pool creates the perfect summer oasis from June through September, complete with sun loungers and umbrellas for maximum relaxation. Immaculately clean rooms with private decks complement this charming retreat near hiking trails.
Aquatic adventures abound at this historic manor with an indoor pool and seasonal outdoor swimming spot. Soothe tired muscles in the hot tub after exploring nearby hiking trails or playing tennis on 3 outdoor courts.
Aquatic adventures abound at this historic manor with an indoor pool and seasonal outdoor swimming spot. Soothe tired muscles in the hot tub after exploring nearby hiking trails or playing tennis on 3 outdoor courts.
Cooling dips await in the inviting outdoor pool where stunning sunsets paint the sky. Steps from the secluded European-style beach, this hotel combines peaceful surroundings with comfortable, individually furnished rooms for a perfect coastal escape.
Cooling dips await in the inviting outdoor pool where stunning sunsets paint the sky. Steps from the secluded European-style beach, this hotel combines peaceful surroundings with comfortable, individually furnished rooms for a perfect coastal escape.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Whether you want to hunt for sand dollars or smell the fresh air, Sunset Beach is a spot you might want to check out, located 0.9 mi (1.4 km) from central Shelter Island Heights. Catch the sunset by the shore at Crescent Beach, just a short walk away.
If you can't wait to get to the beach, you might enjoy a trip to Crescent Beach located 1.2 mi (1.9 km) from central Shelter Island Heights. Catch the sunset by the shore at Sunset Beach, just a short walk away.
You might want to practice your swing at Shelter Island Country Club, a golf course located 0.5 mi (0.8 km) from central Shelter Island Heights. If Shelter Island Country Club doesn't quite scratch your golfing itch, Gardiner's Bay Country Club, and Island's End Golf and Country Club are also nearby.
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
